6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole

Base Information

• Chemical Name: 6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole
• CAS No.: 1224841-05-7
• Molecular Formula: C₁₆H₁₁ClN₂O₂S
• Molecular Weight: 330.795
• Mol file: 1224841-05-7.mol

Synonyms:6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole

Chemical Property of 6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole

There total 1 articles about 6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

6-chloro-5-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole (1219741-19-1) + phenylacetylene (536-74-3) → 6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole (1224841-05-7)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In N,N-dimethyl-formamide; at 110 ℃; for 0.0833333h; Microwave irradiation;

Reference yield:

6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole (1224841-05-7) → 6-chloro-2-methanesulfonyl-5-phenylethynyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazole (1224841-03-5)

Guidance literature:

With (2-trimethylethylsilylethoxy)methyl chloride; caesium carbonate; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield:

6-chloro-2-methanesulfonyl-5-phenylethynyl-1H-benzoimidazole (1224841-05-7) → 5-((6-chloro-5-(phenylethynyl)-1H-benzo[d]imidazol-2-yl)-oxy)-2-methylbenzoic acid (1219737-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1: neat (no solvent) / 3 h / 130 °C / Inert atmosphere; Sealed tube

2: sodium hydroxide / water; methanol / 1 h / 70 °C

With sodium hydroxide; In methanol; water;

DOI:10.1021/acs.jmedchem.7b01344

upstream raw materials:

6-chloro-5-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole

phenylacetylene

Downstream raw materials:

6-chloro-2-methanesulfonyl-5-phenylethynyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazole

5-((6-chloro-5-(phenylethynyl)-1H-benzo[d]imidazol-2-yl)-oxy)-2-methylbenzoic acid